• Title/Summary/Keyword: $\beta$-Cyclodextrin

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Preparation and Characterizations of Complex Composed of ${\beta}$-Cyclodextrin Polymer/Cinnamic Acid (베타-사이클로 덱스트린 중합체/신남산 복합체의 제조 및 특성 연구)

  • Mok, Eun Young;Cha, Hyun Ju;Kim, Jin-Chul
    • Applied Chemistry for Engineering
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    • v.23 no.5
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    • pp.462-466
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    • 2012
  • $\beta$-cyclodextrin ($\beta$-CD) polymers were prepared in a strong alkali condition solution (NaOH solution 30% (w/v)) using epichlorohydrin (EPI) as a cross-linker, and the molar ratio of EPI to $\beta$-CD was 10 : 1. The $\beta$-CD content in $\beta$-CD polymers is about 52%. In order to get the photo-responsible and pH-responsible, cinnamic acid was added to be inserted into the cavities of $\beta$-CD due to the hydrophobic interaction. The complex formation was confirmed using transmission electron microscope. The dimerization degree of complexes increased under UV irradiation at $\lambda$ = 365 nm but decreased under the UV irradiation at $\lambda$ = 254 nm. Dynamic light scattering analysis of particle sizes showed that the sizes of complexes did not change with different UV wavelength. Moreover, the complexes were pH-responsible because of the carboxyl group of cinnamic acid, but the size and zeta potential of the complex did not change in strong acid and alkali conditions.

Optimization of Encapsulation Conditions for Fermented Red Ginseng Extracts by Using Cyclodextrin (Cyclodextrin을 이용한 발효홍삼농축액 최적 포접 조건)

  • Shin, Myung-Gon;Lee, Gyu-Hee
    • Journal of the Korean Society of Food Science and Nutrition
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    • v.44 no.11
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    • pp.1708-1714
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    • 2015
  • Fermented red ginseng concentrate is known as a healthy food source, whereas it has off-flavor such as bitterness and sour flavor based on fermentation. ${\beta}$- and ${\gamma}$-cyclodextrin (CD) were used to encapsulate the off-flavor of fermented red ginseng concentrate by using response surface methodology design on ${\beta}$- and ${\gamma}-CD$ combination. The reducing effects were analyzed by sensory evaluation for bitter and sour tastes, ginsenoside Rb1, and total acidity. The optimized mixing ratio of ${\beta}$- and ${\gamma}-CD$ for reducing bitterness was the least expected value of 2.07 at ${\beta}-CD$ 3.74% versus the soluble solid content of fermented red ginseng concentrate and the ${\gamma}-CD$ 20.63% mixture. The encapsulation effects of ginsenoside Rb1 were the most expected value of 96.75% at ${\beta}-CD$ 3.47% and ${\gamma}-CD$ 19.89% mixture. The encapsulation effects of sour taste were the least expected value of 5.63 at ${\beta}-CD$ 9.34% and ${\gamma}-CD$ 9.96% mixture. The encapsulation effects of lactic acid were the most expected value of 67.73% at ${\beta}-CD$ 16.0% and ${\gamma}-CD$ 13.18% mixture. Based on encapsulation and each optimized combination, the most effective entrapping ${\beta}$-and ${\gamma}-CD$ combination ratio was ${\beta}-CD$ 10% and ${\gamma}-CD$ 13%.

The Mitigation of Bitterness of Zipeprol Solution (Zipeprol 내용액제의 고미교정에 관한 연구)

  • 김종국;최한곤
    • YAKHAK HOEJI
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    • v.31 no.1
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    • pp.42-44
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    • 1987
  • Ziperol, anti-tussive, is considerably bitter. Therefore, it is necessary to mitigate the bitterness in ziperol syrup for children. In this experiment, it was attempted to mitigate the bitterness of zipeprol by means of polymers such as $\beta$-cyclodextrin, arabic gum, HPMC(hydroxypropyl methylcellulose), PEG 2000(polyethyleneglycol 2000), PVP(polyvinylpyrrolidone). Caffeine was used as the reference standard of bitterness. In the result of this experiment, $\beta$-cyclodextrin, would mitigate the bitterness of zipeprol more largely than any other polymers. Arabic gum was the second choice which would mitigate the bitterness of zipeprol.

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Inclusion Complexation of Clonixin with Cyclodextrins (클로닉신과 시클로덱스트린과의 포접복합체 형성)

  • Park, Sun-Joo;Kim, Kil-Soo
    • Journal of Pharmaceutical Investigation
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    • v.25 no.4
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    • pp.283-289
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    • 1995
  • The aim of this study is to increase the solubility and dissolution rate of clonixin by inclusion complex formation. Inclusion complexes of clonixin, a non-steroidal antiinflammatory drug, with ${\beta]-cyclodextrin$ were $2-hydrolrypropyl-{\beta]-cyclodextrin$ were prepared by freeze drying method. Inclusion complex formation of clonixin with cyclodextrins was determined by UV, IR and DSC. The apparent stability constants were calculated from the phase solubility diagrams. Dissolution rate and solubility of clonixin in water markedly increased by the complex formation.

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Chiral Separation of Aromatic Acids by Capillary Electrophoresis Using HP $\beta$-Cyclodextrin as the Chiral Selector

  • La, Soo-Kie;Kim, Ji-Young;Kim, Jung-Han;Kim, Kyoung-Rae
    • Proceedings of the PSK Conference
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    • 2002.10a
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    • pp.399.2-399.2
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    • 2002
  • Capillary electrophoretic direct chiral separation method is described for the determination of the absolute configuration of chiral aromatic acids, The enantiomeric separation was achieved by capillary electrophoresis using HP $\beta$-cyclodextrin (CD) as the chiral selector. The effect of CD concentration was investigated to optimize the chiral separation and resolution. When applied to microbial culture fluid. the present method allowed positive identification of chiral aromatic acids and their chirality as well.

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Enantiomeric Profiling Analysis of NSAIDs by Capillary Electrophoresis Using TM $\beta$-Cyclodextrin as the Chiral Selector

  • Kim, Ji-Young;La, Sookie;Kim, Jung-Han;Kim, Kyoung-Rae
    • Proceedings of the PSK Conference
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    • 2002.10a
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    • pp.400.1-400.1
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    • 2002
  • Because of the differences in pharmacological properties between enantiomers of chiral acidic non-steroidal antiinflammatory drugs (NSAIDs) in human body. accurate determinations of their optical purities have been in great need. An efficient capillary electrophoretic (CE) profiling method was developed for the enantioseparation of NSAIDs. Capillary electrophoretic conditions were optimized using TM$\beta$-cyclodextrin as the chiral selectors under MES buffer. (omitted)

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Prediction of Chiral Discrimination by β-Cyclodextrins Using Grid-based Monte Carlo Docking Simulations

  • Choi, Young-Jin;Kim, Dong-Wook;Park, Hyung-Woo;Hwang, Sun-Tae;Jeong, Karp-Joo;Jung, Seun-Ho
    • Bulletin of the Korean Chemical Society
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    • v.26 no.5
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    • pp.769-775
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    • 2005
  • An efficiency of Monte Carlo (MC) docking simulations was examined for the prediction of chiral discrimination by cyclodextrins. Docking simulations were performed with various computational parameters for the chiral discrimination of a series of 17 enantiomers by $\beta$-cyclodextrin ($\beta$-CD) or by 6-amino-6-deoxy-$\beta$-cyclodextrin (am-$\beta$-CD). A total of 30 sets of enantiomeric complexes were tested to find the optimal simulation parameters for accurate predictions. Rigid-body MC docking simulations gave more accurate predictions than flexible docking simulations. The accuracy was also affected by both the simulation temperature and the kind of force field. The prediction rate of chiral preference was improved by as much as 76.7% when rigid-body MC docking simulations were performed at low-temperatures (100 K) with a sugar22 parameter set in the CHARMM force field. Our approach for MC docking simulations suggested that the conformational rigidity of both the host and guest molecule, due to either the low-temperature or rigid-body docking condition, contributed greatly to the prediction of chiral discrimination.

Inclusion Complexation of a Family of Cyclsohoraoses with Indomethacin

  • Lee, Sang-Hoo;Kwon, Chan-Ho;Choi, Young-Jin;Seo, Dong-Hyuk;Kim, Hyun-Won;Jung, Seun-Ho
    • Journal of Microbiology and Biotechnology
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    • v.11 no.3
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    • pp.463-468
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    • 2001
  • Cyclosophoraoses are a class of unbranced cyclic-(1longrightarrow2)-${\beta}$-D-glucans found in the Rhizobium species. Their unique cyclic structures and high solubility make them potent for inclusion complexation as a host for an insoluble guest molecule. A family of neutral cyclosophoraoses (DP 17-27) isolated from Rhizobium meliloti 2011 was used as a host for inclusion complexation with an insoluble guest drug, indomethacin. A high performance liquid chromatographic analysis indicated that the inclusion complexation of cyclosophoraoses greatly ehanced the solubility of indomethacin compared with ${\beta}$-cyclodextrin. The estimated value of the association constant of the complex in water for $\beta$-cyclodextrin and cyclosophoraoses was $523M^{-1} and 17,570M^{-1}$, respectively. NMR spectroscopy showed that the inclusion complex was characterized by the interaction of the indole ring moiety of indomethacin with the cavity of cyclosophoraoses.

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Separation of Madecassoside and Madecassic Acid Isomers by High Performance Liquid Chromatography Using β -Cyclodextrin as Mobile Phase Additive

  • Kai, Guiqing;Pan, Jian;Yuan, Chuanxun;Yuan, Yuan
    • Bulletin of the Korean Chemical Society
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    • v.29 no.3
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    • pp.551-554
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    • 2008
  • An improved HPLC method for the separation of madecassoside isomers (madecassoside and asiaticoside-B) has been developed. The isomers can be separated with high resolution from extracts of Centella asiatica by HPLC using $\beta$-cyclodextrin as a mobile phase added on a $C_{18}$ column. The result shows that the isomers can be separated with a mobile phase consisting of methanol:water (50:50, v/v) with 4 mmol/L $\beta$-CD. To elucidate the mechanism of the separation of madecassoside and asiaticoside-B, this paper studied the separation of their aglycon parts (madecassic acid and terminolic acid), another pair of isomers. The isomers can also be separated with high resolution with a mobile phase consisting of methanol:water (65:35, v/v) with 4 mmol/L $\beta$-CD and the pH of the mobile phase was adjusted to 4. The paper also studied the separation of the two isomers by HPLC using $\alpha$-CD and Glucosyl-$\beta$-CD as a mobile phase additive in order to elucidate the mechanism of the separation process.